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Compare 17 Guest Houses in Osteen with updated reviews, rates, and availability.

Sea Dip Resort Studios
Pool

Sea Dip Resort Studios

3.0 star property
6.0 out of 10, (29)
"The only complaint would be the sliding doors. They were extremely hard to open. And the hot water took forever in the shower. But its very quiet, with beautiful views."
The price is SAR 223
SAR 510 total
includes taxes & fees
24 Nov - 25 Nov
Sea Dip Resort Studios
Cabin On The Lake
Front of property

Cabin On The Lake

3.0 star property
10.0 out of 10, Exceptional, (83)
"Friendly host and nice accommodations "
The price is SAR 619
SAR 683 total
includes taxes & fees
24 Nov - 25 Nov
Cabin On The Lake
Winter Park Getaway
Terrace/patio

Winter Park Getaway

10.0 out of 10, Exceptional, (3)
"The host was very helpful and welcoming without being overbearing as some can be. The space was clean, cute, and well stocked."
Winter Park Getaway
The Ann Stevens House
Front of property

The Ann Stevens House

3.0 star property
9.4 out of 10, Exceptional, (142)
"Absolutely amazing, we love this place, everything was just exceptional from check in to check out!!"
The price is SAR 522
SAR 587 total
includes taxes & fees
13 Dec - 14 Dec
The Ann Stevens House
Dog Friendly Loft STEPS from Beach with Gas Barbecue Grill and Upstairs Deck!
Living Room Area with Dining Table

Dog Friendly Loft STEPS from Beach with Gas Barbecue Grill and Upstairs Deck!

10.0 out of 10, Exceptional, (9)
"Such a pretty, cozy and inviting place We had everything we needed and the location was fantastic! Just 100 steps from the beach. (I counted) We spent most of the day on the beach. My husband felt like a kidd again riding thecwaves. "
Dog Friendly Loft STEPS from Beach with Gas Barbecue Grill and Upstairs Deck!
Captain’s Quarters Along the Sea Private waterfront Suite
On the water

Captain’s Quarters Along the Sea Private waterfront Suite

10.0 out of 10, Exceptional, (72)
"This place was perfect for us! We had everything we needed here and a wonderful host. We enjoyed our time fishing in the Mosquito Lagoon. Thank You! "
The price is SAR 372
SAR 708 total
includes taxes & fees
4 Dec - 5 Dec
Captain’s Quarters Along the Sea Private waterfront Suite
Adorable 1bed 1 bath guest house
King bed, dresser, luggage rack, plenty of closet space with full mirror

Adorable 1bed 1 bath guest house

10.0 out of 10, Exceptional, (17)
"I needed a place to stay while my house was being worked on and going to stay here made that experience a little easier for me. And for the price it feels like a great deal for what you get"
Adorable 1bed 1 bath guest house
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Detached Guesthouse over our 3 Car Garage

SPRING LAKE GETAWAY SUITE (Detached Guest House)

10.0 out of 10, Exceptional, (51)
"This Vrbo is spectacular, it’s in such a nice location and owned by communicative friendly people, who really care for what they do. This is the second time we stayed here and we’re just as impressed as before. Definitely a go to!"
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Peaceful Beachside Retreat
Beach sunrise just steps away!

Peaceful Beachside Retreat

10.0 out of 10, Exceptional, (38)
"The accommodations were very well appointed and comfortable. Candy and Dave were great hosts and very responsive. Definitely recommend this property!"
Peaceful Beachside Retreat
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
Private kitchen

 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 

10.0 out of 10, Exceptional, (77)
"Everything it was clean . The king bed is super comfortable. The host is communicative. The house it’s was surrounding the beautiful springs for hot summer. I recommend Mike cottage. "
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
City Guesthouse in beautiful Historic Downtown Sanford

City Guesthouse in beautiful Historic Downtown Sanford

9.8 out of 10, Exceptional, (8)
"The unit was nice though the AC was not operating properly. The Hosts were very understanding and immediately offer/processed refund and assisted in instructing us on method of cancelation to get full refund from VRBO. VRBO was also extremely prompt in processing a our full refund. This was a first for us using VRBO and was very skeptical but after this experience I will not have any reservation about using VRBO again as well as booking through this host. The AC issues were out of the hosts...
City Guesthouse in beautiful Historic Downtown Sanford
Cozy Barndominium 1Bdm/1Bth+loft
Exterior

Cozy Barndominium 1Bdm/1Bth+loft

Cozy Barndominium 1Bdm/1Bth+loft
NEW YEAR AT THE BEACH!
Beach

NEW YEAR AT THE BEACH!

NEW YEAR AT THE BEACH!
Secluded and Quiet. View of the river and sunsets. Short walk to Flagler Ave.
Exterior

Secluded and Quiet. View of the river and sunsets. Short walk to Flagler Ave.

2.0 star property
Secluded and Quiet. View of the river and sunsets. Short walk to Flagler Ave.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Osteen

Fantasy Island Resort, Daytona Beach Shores
Front of property

Fantasy Island Resort, Daytona Beach Shores

3.5 star property
8.4 out of 10, Very Good, (71)
"We were able to check in early. Rooms were clean. They had everything that we needed in our room, such as paper towels, utensils, etc. Friendly staff. Reasonable priced. "
The price is SAR 348
SAR 511 total
includes taxes & fees
28 Nov - 29 Nov
Fantasy Island Resort, Daytona Beach Shores
Tropical Suites at Sunglow Resort
Pool

Tropical Suites at Sunglow Resort

4.5 star property
8.6 out of 10, Excellent, (26)
"The front desk were very polite and helpful the pool and deck were immaculate and the room was very clean and had all we needed for a stress free stay"
The price is SAR 249
SAR 1,098 total
includes taxes & fees
4 Dec - 5 Dec
Tropical Suites at Sunglow Resort
Pirates Cove Resort Studios
Balcony view

Pirates Cove Resort Studios

3.0 star property
6.4 out of 10, (119)
"The room was great we booked very last minute. Wasn’t sure to expect. There wasn’t a door or curtain on the closet when you walk in. But otherwise it was really cute and clean. We stopped at the grocery store before we arrived they had accommodations in the room to make food that was nice. There was no interaction with any staff if you need anything. Just a text confirmation. There is a sign book but didn’t even see it till we left. Still super cute the beach was clean. Bummer the pool was...
The price is SAR 249
SAR 539 total
includes taxes & fees
24 Nov - 25 Nov
Pirates Cove Resort Studios
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.